Brooke and Jeffrey: Second Date Update - Second Date Update: A Whole New Girlfriend

Episode Date: March 18, 2026

One of our listeners REGRETS being honest about his favorite hobby… he knows it can be a red flag for some women and he’s hoping we can help smooth it over in your Second Date Update podcast!See omnystudio.com/listener for privacy information.

Getting ready for a game means being ready for anything, like packing a spare stick. I like to be prepared. That's why I remember, 988, Canada's suicide crisis helpline. It's good to know, just in case. Anyone can call or text for free confidential support from a train responder anytime. 988 suicide crisis helpline is funded by the government in Canada. Hi, it's Joe Interesting, host of the Spirit Daughter podcast, where we talk about astrology, natal charts and how to step into your most vibrant life. And today I'm talking with my dear friend

Krista Williams. It can change you in the best way possible. Dance with the change. Dance with the breakdowns. The embodiment of Pisces intuition with Capricorn power moves. So I'm like delusionally proud of my chart. Listen to the Spirit Daughter podcast starting on February 24th on the IHeart Radio app, Apple Podcasts, or wherever you listen to your podcast. In the middle of of the night, Saskia awoke in a haze. Her husband, Mike, was on his laptop. What was on his screen would change Saskia's life forever. I said, I need you to tell me exactly what you're doing.

And immediately, the mask came off. You're supposed to be safe. That's your home. That's your husband. Listen to Betrayal Season 5 on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. I'm Nancy. host of the Burden of Guilt Season 2 podcast.

This is a story about a horrendous lie that destroyed two families. Late one night, Bobby Gumpbright became the victim of a random crime. The perpetrator was sentenced to 99 years until a confession changed everything. I was a monster. Listen to Burden of Guilt Season 2 on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Ready for a different take on Formula One? Look no further than No Grip, a new podcast tackling the culture of motor racing's most coveted series.

Join me, Lily Herman, as we dive into the under-explored pockets of F1, including the story of the woman who last participated in a Formula One race weekend, the recent uptick in F1 romance novels, and plenty of mishap scandals and sagas that have made Formula One a delightful, decadent dumpster fire for more than 75 years. Listen to No Grip on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Hey, welcome to a brand new second date update podcast, and we will talk real soft for any of our American Irish listeners who maybe drank too much last night.

Oh, for the Hayover's eyes. Yeah, you know, gentle, gentle like that. All right, we do have a brand new one for you, but before we get to it, we do love your comments. Yeah, and Eden Levin said, I'm a singer of a swing metal band Shubidoo from Germany. Shuby Doom. And when we went a great name. That's amazing. And when we travel to shows, I force my band to listen to new.

episodes. At first they ask, why did you put that on instead of music? But as episode continues, I hear them laugh and comment. Thank you for making our travel time funny and my band members annoyed. Dan, let's go. This is the most complex band that it's ever lived. I love it. I'm going to go look up your music right now. I hope it's on YouTube. We're also on YouTube if you're not there already at Brook and Jeffrey. What a great comment. We're going to get that brand new episode dedicated to Shubidoo Btoom. Shubidoo Bum from Germany. Shubidoo B from Germany right now. Brook and Jeffrey in the morning. Second date update.

Whenever people email us saying they matched with someone online, we usually assume it's on one of the big dating apps. Tinder, hinge, Bumble, grumbler, all the usual ones. But one of our listeners says he found a lady on an app that I've personally never heard of before. But the name of it intrigues me alone. Oh, I love a good. Is it a pun? Tell me it's a pun. Let's find out more about it. We'll speak to Brian. Brian, welcome with the show, man.

Oh, thanks for having me. I feel like this is just going to be one huge ad for a niche dating app that nobody knows about. Yeah, tell us about this particular app that you use. What's it called? Well, the app that I'm on is called bristler. Bristler? Bristler. Is it like with a bris, like a circumcision sort of thing? Well, no, I think I might be different, but more like bristle as in like beards. So it's for women that like beards.

Oh. Oh, yeah. That's a lot better than beardos. Beerdos is cuter or beardal. I don't work for them, but I like it so far. Okay. So what kind of facial hair are you sporting? Because I would assume you have to have some sort of requirement of beard or mustache to get on this app.

Yeah, you have to prove that you have a beard, at least. Okay, so a goatee or like a mustache wouldn't fly on this site? I mean, I've seen it, but I guess, well, I guess I haven't because, you know, only looking at the women do not have beards. No, it's okay. It's okay. You could say you're perusing the guy's apps too, just for ideas. I just disappointed that the women's don't have facial hair.

That would be so funny. I know. Brooke would be so popular on this app. She'd get so many swipes on her. Let it fly, girls, let it fly. Okay, so I think we get the idea. What's the name of the woman that you matched with? I matched with Olivia. Okay. Did she hit you up first? I reached out at the beginning

of the week and then to have made plans for the weekend. Nice. All right. So where does a manly, masculine, bearded guy like yourself take a woman for a first date? I like to go to Dave and Busters. Hey, that's like a fun day. A little arcade, little alcohol.

Oh, amazing sliders. That's my favorite. So what was it like when you first met her? We were just polite at first and we gave a gentle hug. Oh, okay. So once you were done, being polite, then what happened? Then they gave an aggressive hug. Like, get over here.

Put my hand in a fist and things got real. Oh, we just sat at the bar, got some food. Then the conversation started flowing pretty naturally. Oh, good. Nice. Yeah. You get nervous. There's a lot of pressure on how your beard looks for this.

Like, since that's her thing, you know? Yeah, did you groom it? You wax it? Oh, of course. I have all the oils and the trimmers. Good. So made it look real nice. That's good.

Okay. And when you two were talking, what did you, like, connect over? How did you bond? Well, we both bonded over just being down for kind of anything. I mean, and also how nice she was. She complimented me on the way I looked, the beard, obviously, and then thought she was adventurous. Not a lot of girls would want to go to Dave and Buster,

but she was down for it. Did anything happen when you were playing games? Did you help her hold a gun? Oh, I was thinking he got too competitive or something. Oh, yeah. Or did you let me win? I'm trying to figure out what went wrong here. Yeah.

Yeah, no, I cheered her on for the games. We were working as a team because we were trying to get enough tickets to get a stuffed animal. Oh, that's true. We were there a long time. Okay, but now I'm with Brooke. How did you mess up? Yeah. Just tell us.

Okay, so. There is something. I know it's more of a second and third date kind of thing you drop on someone, but I told her I'm a Disney adult. Oh. Yeah, you guys know what that is? Yeah, we're like adult who's obsessed with Disney. Maybe goes to Disneyland a lot for every vacation. Names their children after Disney characters, that sort of thing.

You quiet down, dopey. I'm shocked you went on an app for that. That's a good point, Alexis. There should be a Disney dating app. Why do you think bringing that up may have been a weird point? You do have to tell someone. Not everyone's really into it. And she kind of was asking me about it.

And I think she was kind of like trying to get me to say like what that means for me. Like what level is she working with here, I guess? Yeah. Like, are you a fan or do you have Donald Duck bed sheets? Right. And so I told her, it's like, well, it means like with a group of friends, I go like five, six times a year. Five or six? Okay.

There's some adults that go every week. I'm going to be honest with you, I could see why, like, looking down the road, that would be hard in a relationship if you weren't both on the same boat there. Yeah. Did you gauge her love of Disney? Yeah. I mean, I asked her. I was like, well, you know, I really love Disney. Do you love Disney?

And she said I like it. I do really like it. I think most people. After the Disney conversation, you felt the vibe change a little bit? I don't know if she was just being nice again about it or she just played it off really well. But she was like, no, I like it. You know, and yeah, I mean, it wasn't as intense before, but it wasn't like a full-on drop-off. She was just like, oh, yeah, that is new information, I guess.

But yeah, she's not getting back to me. I've tried to call in her. But you know, I mean, like you understand that in a relationship, if you date someone who's not a Disney adult, there'll be some compromise, right? You're a reasonable guy. Yeah, I mean, I'd like to think so. Brooke's going to be your fairy godmother when we come back. Oh, you're really good Mickey Mouse impression. You should do Mickey Mouse.

And we're going to do Cinderella style and ask to see her feet when we come back and do a second date up there. We're going to see if that slipper fits. I like it. Disney style right after this. Hold on. It's a little weird, but thank you. All right. We're on it.

Hold on. Brooke and Jeffrey in the morning. Second Date Update. It's a special fairy tale edition of Second Date Update today. Where our listener, Brian, who's a self-proclaimed Disney adult, is looking to find his happily ever after. And how does that happen? Well, in Cinderella, the prince brings a glass slipper from house to house.

How do we do it on our show? We request feet picks to see if they match what we like. Brian, I'm not getting too creepy here, am I? I think so. Thank you, Brian. Oh, man. Yeah, we don't even have a slip, but we just want feet picks. And Jeff wasn't even going to tell you that it was your feet picks that he was hoping for.

Oh, well, I mean, yeah, if you think that's going to help, you're the experts. We'll request those from you later. But the thing is, we still don't really know if Olivia actually got turned off by Brian's admission that he's a Disney adult. And he goes to Disneyland five or six times a year. But my co-hosts think that could be. at least one red flag. Well, it's just like two different lifestyles, right? It's like hard to imagine going there five or six times here.

Yeah, Disney adults, instead of going somewhere else, they just go back and back and back. Some people like going to the beach. Yeah. They have that too. Well, you're right, the Walt Disney World has mass beaches. That's right. Yeah. Oh, that could be a good second date going to like a beach version of Disneyland.

See her in a bikini. Disney hopping? We'll ask for bikini shots after the feet pitch. That's what he said. Don't ask for pictures. He did not say that. Jeff is very creative. No. Jeff is the villain. Fully clothed at the beach then. Fine. You're really giving off Gaston right now.

Oh, the hottest one. Thank you, Brooke. Anyway, let's just call Olivia. We'll see if she answers the phone. And we'll see a chance to say. Here we go. Hello. Hi, we're looking to speak with Olivia. This is her. Hey, Olivia. You're on a radio show right now. We're called Brooke and Jeffrey. in the morning. Hi, good morning.

I'm actually confused. Yeah. Yeah, that's okay because we're doing a segment here. It's called a second date update. And we're trying to help out one of our listeners that you met up with recently. A guy named Brian. Oh. Because he's not hearing back from you after the two of you hung out at Dave and Busters. Yeah. And it sounds like it was fun. Yeah, I'm sorry. How did you get this information? Well, from him, because honestly, he's a little bit disappointed that the two of you hadn't had a second meetup.

Okay. So what do you want to know exactly? If there's a specific reason? Yeah, like, are you trying to avoid a second hangout? Yeah, I mean, I just, I don't really know if we were a great match. Okay. What made you feel that way? I think that maybe our lifestyles are different.

What do you mean by that? Just like our hobbies and our interests are a little different. He's into things that I... We'll just ask, does it have anything to do with his affection for the world of Disney? Are you laughing? Yes. Okay. I mean, okay, once he told you he was a Disney adult and he explains that he vacations there five to six times a year, like what was going through your head?

Yeah. I mean, okay, I've never met anyone who, like, loves Disney like that. But I will say that I'm actually pretty open-minded. And so when he first brought it up, you know, I thought like, oh, this is just like a quirky kind of passion. Yeah. But then he kind of got like a little more into it. Into it how? So he showed me a picture on his phone of one of the trips he went on.

and it was with him and like a bunch of his buddies, like a bunch of dudes. And they were all dressed up like Snow White Dwarf. Oh, some dwarfs. That's kind of funny. I've seen that where a lot of Disney adults will cosplay, like when they go on the trips. What about him being dressed as a dwarf was unappealing to you? Well, I think I realized, like, looking at that photo, so we met on this app. I have a thing for beards.

I thought he was attractive, you know, initially. But then I told his photo and all of the guys there have beers except one. It was dopey. Of course. Ah. They're really committed. So you were attracted to all of the dwarves in addition to Brian? No, Jeff. No, it was just, I think I kind of realized in that moment that, like, his whole identity is

wrapped up into being this kind of cartoon dwarf. Like this isn't a one-time thing This is this thing Wait, wait You're saying he's not a Disney adult He is a real-life door From the Seven Doors Like a fanatic

Yeah Okay Just because it's one trip though That doesn't mean he dresses like that all the time Yeah, it wasn't dressed like that for your date, right? No, he was wearing regular clothes But Something else weird happened

He walked me to my car And then as we were walking to my car He was singing the high-ho song Oh, no. I hope. It's off to kiss we go. Oh, one, one, mu, no. Was he joking?

Was it a joke because of the picture from earlier? Yeah. I don't know. You know, I just met him, so, like, this is my first impression. That makes sense. You're like, what do you do for a living? You're like, I'm a minor. I'm mine for gems.

Look at this diamond that he's pulled out from behind your ear. Oh, now Alexis is interested. Oh, now, wait a minute. But, okay, it sounds like, Olivia, you were just kind of overwhelmed by how into Disney he is. Yeah. It just kind of made me question things. We can all understand why you might feel that way. I'm curious if Brian does, though, because he is on the other line of this call waiting to jump in and talk to you.

Are you serious? Yeah. Okay, you guys didn't tell me this when I just told you all this information. You're supposed to yell high. Sorry about that, Olivia, but yeah, he's there. Olivia, I get what you're saying there, by the way. I'm sorry I had to go this route, but maybe I played into it too much. But no, I don't think I'm actually one of the seven dwarves.

But the one I play, I'm bashful, by the way. Oh, that's actually kind of endearing. The sweet one. Yeah, Brooke is drunky, so yeah, yeah, it's better than that one for sure. Wini. Olivia, does that make it any better knowing which specific character he is? I don't really know what to say. I just, like, if I'm going to date you, like, do I have to dress up?

No, you don't have to. That's like, this is something I do with my friends. Of course, if you want to, like, that's a thing. But, like, you don't have to. Oh, that's good. I mean, they're thinking it this way. It's healthy. He's got good friendships.

He has a cool hobby. He has other interests outside. of you, which means he's going to be, you know, not too clingy. Oh, man. Gone on vacation. Yeah, totally. And he makes good money if he can afford to go to Disney five times. You're not wrong.

Totally. I mean, Alexis, would you be into him if you found out he was a Disney adult? Would that? Could I go to the beach while he goes to the park? Yeah. I heard the Grand Floridian. I think that's a good compromise. Yeah.

It's not quite a no. And, you know, I probably should have waited to tell you this, because I, Normally I don't bring it up, but I felt so comfortable around you and you're having such a good time that I was like, okay, you know, why not? Just tell you to. See, that's good. Sharing his passions. Yeah, I mean, it's definitely different than anyone I've dated before.

I guess I could try it out, but if it goes too far, it's not going to be for me. Well, wait, is there maybe a Disney character you're more attracted to that he could try out? I guess we explore the princes. Okay. There we go. I thought that they have a lot of facial hair. He's willing to shave for that, I bet. How about a little chip and Dale?

That's like, those are great. Oh, wow. He's pretty funny, Olivia. He's going to do whatever, but we'd like to offer. Is he Roger Rabbit? Oh, my God. Well, Brian feels like you two had an obvious connection. So we'd like to offer to send you out on another date, and we would pay for it.

That's nice. I wasn't planning to pay for it anyway, but... Well, it's all right. I work in a diamond mine, so... He's covered. I'm sorry, I won't make those jokes on the date. Oh, wow. Wait, is that a yes, though?

Yes. All right. True love is possible in this world, not just in the Disney world. And turns out you don't have to ask to see a woman's foot and put a slipper on it to see if she's the one for you. We couldn't have just gone with dreams do come true. Dreams do come true when you're willing to change yourself as a man in order to fit exactly what a woman wants you to be. When you wish upon a star, Jeff. Yeah.

Stars and galaxy signs. Good job, Brian. Well, thanks so much, Yang. Thanks for the help. We got bashful a date? That's impressive. That's a good point. We really are the fairy godparents.

Yeah. Brooke and Jeffrey in the morning. Getting ready for a game means being ready for anything. Like packing a spare stick. I like to be prepared. That's why I remember 988, Canada's suicide crisis helpline. It's good to know just in case. Anyone can call or text for free confidential support from a train responder anytime.

988 suicide crisis helpline is funded by the government in Canada. Hi, this is Joe Winterstein. host of the Spirit Daughter podcast, where we talk about astrology, natal charts, and how to step into your most vibrant life. And I just sat down with a mini driver. The Irish traveler said when I was 16, you're going to have a terrible time with men. Actor, storyteller, and unapologetic, Aquarian visionary. Aquarius is all about freedom-loving and different perspectives.

And I find a lot of people with strong placements in Aquarius are misunderstood. A son and Venus and Aquarius in her seventh house spark her unconventional approach to partnership. He really has taught me to embrace people sleeping in different rooms on different houses and different places, but just an embracing of the isness of it all. If you're navigating your own transformation or just want to chart side view into how a leading artist

integrates astrology, creativity, and real life, this episode is a must listen. Listen to the Spirit Daughter podcast starting on February 24. on the IHeartRadio app, Apple Podcasts, or wherever you listen to your podcast. I know I was joking at the end there by saying guys can change themselves to become whichever Disney Prince a woman dreams that she wants him to be. I can never actually tell when you're joking or not. I don't think that women want you to change yourself.

I just think they want you to be cool from the start. Yeah. Oh, yeah, they want you to be perfect. Toll Olivia did seem tentative about his specific Disney character choices and how deep his passion was. Yeah. I mean, there's a lot. For me, someone who goes to Disney once a year, he didn't seem that bad.

There's literally the real Disney adults like live at the park. Well, five to six times a year is every other month, Jose. Yeah, that's so awesome. Totally. Well, my advice to Brian is don't change yourself, okay? Be you. Just maybe wait till date three to bring your long floppy hat into the bedroom. I'd freak her out a little bit.

No, that's not part of it, Jeff. Didn't you hear him? Oh, okay. Well, whatever it is. Just be you, Brian. Whichever Disney dwarf character you are, you be the best version of that you can be. That's right. And if you want some help being the best version of yourself with a little bit of,

with a little bit of an assist from our show, email us and we can call that person who's not calling you back. Go check out our podcast. They're up online, they're up online wherever you get yours at Brooke and Jeffrey. Hi, it's Joe Interesting, host of the Spirit Daughter podcast where we talk about astrology, natal charts, and how to step into your most vibrant life. And today I'm talking with my dear friend, Krista Williams. It can change you in the best way possible. Dance with the change. Dance with the breakdowns.

The embodiment of Pisces intuition with Capricorn power moves. So I'm like delusionally proud of my chart. Listen to the Spirit Daughter podcast starting on February 24th on the IHeartRadio app, Apple Podcasts, or wherever you listen to your podcast. In the middle of the night, Saskia awoke in a haze. Her husband, Mike, was on his laptop. What was on his screen would change Saskia's life forever. I said, I need you to tell me exactly what you're doing. And immediately, the mask came off.

You're supposed to be safe. That's your home. That's your husband. Listen to Betrayal Season 5 on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. I'm Nancy Glass, host of the Burden of Guilt Season 2. podcast. This is a story about a horrendous lie that destroyed two families. Late one night, Bobby Gumpright became the victim of a random crime. The perpetrator was sentenced to 99 years until a confession changed everything.

I was a monster. Listen to Burden of Guilt Season 2 on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Ready for a different take on Formula One? Look, further than No. No. Grip, a new podcast tackling the culture of motor racing's most coveted series. Join me, Lily Herman, as we dive into the under-explored pockets of F-1, including the story of the woman who last participated in a Formula One race weekend, the recent uptick in F1 romance novels and plenty of mishap scandals and sagas that have made Formula One a delightful, decadent dumpster fire for more than 75 years. Listen to No Grip on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts.

I'm Clayton Eckerd. In 2022, I was the lead of ABC's The Bachelor. But here's the thing. Bachelor fans hated him. If I could press a button and rewind it all I would. That's when his life took a disturbing turn. A one-night stand would end in a courtroom. The media is here. This case has gone viral. The dating contract. Agree to date me, but I'm also suing you. This is unlike anything I've ever seen before.

I'm Stephanie Young. Listen to Love Trapped on the IHeartRadio app, Apple Podcasts, or wherever you get your podcasts.